Brock giving Jigglypuff a fruit to soothe its throat
Jigglypuff's first appearance was in The Song of Jigglypuff, where it was found standing on a stump. Misty tried to capture it with her Staryu, but decided otherwise when she learned that the Jigglypuff could not sing. After Ash and his friends had thwarted Jessie, James, and Meowth's plan to capture Jigglypuff, they agreed to restore the Balloon Pokémon's voice. They succeeded when Brock gave it a piece of fruit which soothed its throat. Now capable of singing, it performed for them, putting everyone within hearing range to sleep. This upset Jigglypuff, which angrily dug into Ash's backpack and pulled out a marker which it used to draw on the faces of everyone who fell asleep. When Ash and his friends awoke, they saw that it was still unhappy. After a similar failure with their Pokémon (Psyduck appeared to have succeeded at first but was soon discovered to merely be sleeping with its eyes open), Ash and his friends promised to find someone who could listen to its song without falling asleep. Later, it sang for the people in Neon Town, putting the whole town to sleep (and scribbling on everyone's face afterward).
Jigglypuff angry after its audience falls asleep
Jigglypuff then followed the gang throughout their journey across Kanto, having set a goal to accomplish what it had failed to in the first episode: to have someone listen to its song in its entirety without falling asleep. It first reappeared in Riddle Me This, where it sang most of its song, putting Gary and his cheerleaders to sleep.
In Beach Blank Out Blastoise!, Jigglypuff became stuck inside a Blastoise's water cannon. Blastoise washed up on its island home, and eventually, the island's Squirtle and Wartortle drifted off to sleep from Jigglypuff's song. Later, Ash's Squirtle rescued Jigglypuff before Team Rocket's submarine exploded.
Jigglypuff's microphone marker was taken by a group of Clefairy, who were stealing items to construct their own spacecraft, in Clefairy Tales. The Clefairy were later defeated by Jigglypuff's ferocious onslaught of Double Slap attacks.
Jigglypuff's singing eventually proved to be useful after it summoned an ancient giant Jigglypuff from a bell in The Ancient Puzzle of Pokémopolis!. The giant Jigglypuff was then able to put a rampaging Alakazam and Gengar, both of them also giant, to sleep.
In A Scare in the Air, Jigglypuff noticed a lever that resembled a microphone. As it jumped up to sing into it, it unexpectedly caused the blimp's ballast water to be released and send the aircraft flying. Jigglypuff's foot became tangled in some rope and it was also carried off to the Orange Islands.
Jigglypuff made regular cameo appearances throughout the Orange Islands arc, where it tended to lull everyone to sleep with its song. Afterwards, it would always scribble on their faces out of anger.
Jigglypuff continued following Ash and his friends into Johto, where its goal was mentioned by Meowth in Tunnel Vision, when the two Pokémon made a short-lived agreement to pursue their dreams together. Jigglypuff became absorbed in its dream to become a famous singer, tending to shift between reality and fantasy. However, its primary goal was still to find someone who could listen to its song the whole way through. Because of this, it frequently went to great lengths to protect its microphone-like marker.
In Freeze Frame, Ash and his friends re-encountered Jigglypuff on Snowtop Mountain, but it was frozen in ice. After defrosting it, Jigglypuff accompanied the group and Todd Snap on their expedition to find the Legendary Pokémon Articuno. Ash managed to stop Jigglypuff from singing several times, but it eventually lulled Team Rocket to sleep.
Jigglypuff appeared less frequently in Johto, but made cameo appearances in a few episodes such as Throwing in the Noctowl and Some Old Song And Dance. It also appeared in a flashback in Wish Upon a Star Shape and made small cameos in the opening sequences of Celebi: The Voice of the Forest and Pokémon Heroes: Latios & Latias.
Jigglypuff appeared only once in the Advanced Generation series, in A Poké-BLOCK Party!. In this episode, it was revealed to have travelled to Hoenn, and was overjoyed to see Alanna's Whismur not falling asleep while it was singing, unaware that this was due to Whismur's Soundproof Ability.
Jigglypuff was later referenced in Caterpie's Big Dilemma, which featured a karaoke microphone with a miniature Jigglypuff on it, holding its own tiny marker.
After a very long absence, Jigglypuff appeared in front of Ash, his classmates, Brock, Misty, and their Pokémon at Professor Oak's Laboratory in Alola, Kanto!. Mallow, Lillie, and Lana, having not seen a Jigglypuff before, were excited to see it, but Ash, Pikachu, Brock, and Misty remembered their previous encounters with it and thus were terrified. Jigglypuff started singing, causing all of them to fall asleep. Per usual, this made Jigglypuff upset, and it proceeded to scribble all over everyone's faces.
Jigglypuff briefly reappeared in the next episode, where it was shown sleeping on top of the plane that Ash and his classmates were taking back to Alola. It appeared again in Now You See Them, Now You Don't!, when Nebby used Teleport with Sophocles and Ash. It put Pikachu, Nebby and Ash to sleep with its singing before leaving.
Jigglypuff reappeared again in Let Sleeping Pokémon Lie!, where it ended up singing Team Rocket and Bewear to sleep before scribbling on their faces. Later, Jigglypuff landed in the Pokémon School, where it sang Ash, his classmates, Professor Kukui, Samson Oak, and Samson Oak's Komala to sleep. When it went to scribble on Komala's face, Komala suddenly struck back. Eventually, Jigglypuff got a taste of its own medicine when it fell asleep and Komala promptly scribbled on its face. Afterwards, it appeared to have befriended Komala.
Jigglypuff made cameo appearances in The Dex Can't Help It! and SM096.
Jigglypuff has been featured in the ending themes Look Look☆Here and Twerp, Twerpette.
Jigglypuff was also briefly featured in the Pikachu short, Meloetta's Moonlight Serenade.
Jigglypuff and Komala after having its face scribbled on
Jigglypuff depicted on a karaoke mike
Jigglypuff is characterized by its sassy attitude and love of attention. In The Song of Jigglypuff, it secretly attacked Pikachu as an envious response to Ash's affection for his Pokémon. Similarly, in Same Old Song and Dance, it bullied two Igglybuff who performed with their Trainer Brittany. Jigglypuff is also quick-tempered, ending potential friendships with those who upset it, like with Meowth in Tunnel Vision.
Jigglypuff is perhaps best known, however, for its running gag. Whenever it sees that its song puts its listeners to sleep, it inflates angrily and doodles over the faces of its audience with its marker pen. However, there have been two instances in which characters have listened to a portion of its song without getting drowsy: the first being during Jigglypuff's first performance in The Song of Jigglypuff, and the second during its brief appearance in The Case of the K-9 Caper!, when Ash and his friends were trying to fight off a brainwashed Growlithe Squad. In A Poké-BLOCK Party!, its song was finally heard completely by a Whismur, although Whismur fainted during Jigglypuff's second performance due to exhaustion from an unrelated battle that happened earlier.
Besides its marker, Jigglypuff also has a voice-changing microphone, which it picked up in The Case of the K-9 Caper!. However, it has yet to use it.
In Pokémon Yellow, there is a Jigglypuff at the Pewter Pokémon Center. If it is interacted with, it will sing its song, which will put Pikachu to sleep if it does not already have a status condition. Pikachu will remain where it is standing until the player leaves the center, talks to it or uses the Poké Flute while standing next to it. Nurse Joy will note the sleeping Pikachu if she is spoken to, and will not heal the player's party until Pikachu is awoken. Also, if the lady of the Cable Club is spoken to, she'll say "We're making preparations. Please wait." until Pikachu is awoken. If the player tries to deposit Pikachu in the PC or select Pikachu in the party, the game will state there is "No response". If the player looks at Pikachu in the party, its sprite will be missing. Jigglypuff is also present at the Pewter Pokémon Center in the other Generation I games, the Generation II games, and their respective remakes. In Generation I and FireRed and LeafGreen, while it sings just like in Yellow, its song has no effect, likely due to all six of the player's Pokémon being in Poké Balls. In Generation II and HeartGold and SoulSilver, it does not sing.
A Jigglypuff—which may be this same Jigglypuff—appears in the Cave area of Pokémon Snap. It and two other Jigglypuff are being harassed by a trio of Koffing. They leave after being saved by the player, but return at the end of the course to Sing for the camera. The center-most one uses a marker as a microphone, and inflates itself in anger in the same manner if the Poké Flute is played over its singing.
Pokémon Zany Cards
In Special Seven mode, Jigglypuff appears as card #3. When Jigglypuff is used, it will sing the opponent to sleep (becoming enraged in the process), forcing them to miss a turn.